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Fly Drive USA

New England Coastal Glory

Begins in and ends in Boston, Massachusetts

  • 15 Days / 14 Nights
  • All year round

This scenic journey follows the Atlantic coastline from Massachusetts to Maine. Following a stay in Boston, you’ll make your way onto Cape Cod, to the seaside town of Chatham. The Maine coastline beckons next, with stops in Kennebunkport, Boothbay Harbor and Bar Harbor. Finally, enjoy the Lake Winnipesaukee region of New Hampshire and the historical town of Salem. This holiday itinerary includes:

  • Round-trip scheduled flights from London Heathrow to Boston, Massachusetts
  • Intermediate 4-door car hire including insurance
  • Accommodations as stated

Pricing Information

With airlines and hotels regularly introducing special offers, we’ve elected to not display pricing on our website. In order to ensure that we give you the most competitive price for the itinerary you’re interested in we’ll apply the best rates, promotions and offers that are available when we receive your enquiry. Please contact us via email, telephone or our websites ‘make an enquiry’, and we’ll endeavour to provide you with a tailor-made quotation within one working day.

Pricing Information
Day 1

Arrive Boston

Depart the UK on your chosen scheduled flight to Boston. Upon arrival proceed to your hotel, the Fairmont Copley Plaza, your base for the first three nights of this incredible New England Journey. Surrounded by restaurants and cafes, there’s a wealth of options for dinner.

Fairmont Copley Plaza, Boston
Day 2, 3

Boston

Boston is a city rich in history and culture, so head out and explore. Take time to visit the waterfront, where seafood restaurants overlook the bustling harbour bringing the freshest ingredients to the table. From here you can take a whale watch boat tour or perhaps a catamaran trip out to the islands, and you can also find the city’s Aquarium. Follow the Freedom Trail, a walking route that starts at Copley Park and traces many historical attractions. Your hotel is located a few steps from the great shopping of Copley Place Mall and the eateries of Newbury Street.

Sightseeing in Boston

Fairmont Copley Plaza, Boston
Day 4, 5, 6

Chatham

88mi / 142km

Today you will collect your rental car and leave the big city behind, heading south to the coastal town of Chatham, located at the southeast tip of Massachusetts and half-way down the 75-mile-long Cape Cod Peninsula. We have allowed three nights in Chatham, giving you ample time to explore not just the town, but all that Cape Cod has to offer. This is the perfect base from which to explore the northern tip of Cape Cod, an area where you will find quirky Provincetown less than an hour’s drive away. While visiting Provincetown we highly recommend booking the Whale Watch Cruise. The towns of Hyannis and Falmouth are just thirty minutes and one hour away respectively, giving you even more coastal splendour. In Hyannis, we also offer a Whale Watching Cruise. This is also the region from where you would catch the passenger ferry to Cape Cod’s islands of Martha’s Vineyard or Nantucket, should you wish to take a day trip or extend your holiday.

Chatham Bars Inn, Chatham
Day 7

Gloucester

123mi / 198km

This morning you will make your way back north to America’s oldest seaport town of Gloucester. En route, we recommend a stop-off in Plymouth which is home to the Plimoth Patuxet Museums, where each museum brings to life the history of Plymouth Colony and the Indigenous homeland. Once you arrive in Gloucester you will have time to explore this less-discovered coastal town. Gloucester offers rich maritime history, fresh-caught seafood restaurants, an active working waterfront, and several beautiful golden sand beaches giving you plenty of options to fill your time. 

Beauport Hotel, Gloucester
Day 8

Kennebunkport

84mi / 135km

After breakfast, you will leave Massachusetts behind and cross the state line into Maine. The journey meanders north along the coastal road to the town of Kennebunkport, where you can look forward to spending this evening. Whilst in Kennebunkport, we recommend taking to the sea for a sailing excursion to watch the whales at play, spend the day boating and fishing, or just enjoy the water sports available. On land, you could explore the region’s walking, biking, and horseback trails or enjoy a round of golf on the scenic golf courses. Perhaps just stroll the quaint towns shops and cafes? No matter what you decide Kennebunkport is a haven of peace and beauty. 

Nonantum Resort, Kennebunkport
Day 9

Boothbay Harbour

85mi / 137km

Today you continue north along the coastal road of Maine, with a new destination of Boothbay Harbour. This coastal town is a perfect destination for a reprieve from the hustle of every day stresses. It is rich in history and showcases quaint local shops and boutiques, with delicious dining options and world-class boat excursions. Boothbay harbour has over 25 daily boat tours, the perfect way to explore the area and see nearby islands like Burnt Island or Monhegan Island. Looking for something on land, then take a look at the Boothbay Harbour Culinary Walking Tour. This three-hour tour visits some of the area’s locally-owned restaurants, gourmet shops, and inns, enjoying samples of local dishes at each stop.

Spruce Point Inn Resort, Boothbay Harbour
Day 10, 11

Bar Harbour

116mi / 187km

Your final destination in the state of Maine is Bar Harbour, your base for the next two nights and the gateway to the incredible Acadia National Park. The majestic mansions of Bar Harbour serve as a reminder of the town’s incredible past, while today visitors can enjoy kayaking, whale watching or just sitting back and enjoying the salty sea air and sandy beaches with an ice-cream in hand. During the next two days, a visit to Acadia National Park is a must with its granite cliffs, sand and cobblestone beaches, and glacier-carved mountains. The park offers over 120 miles of hiking and biking trails or for something a little more adrenaline-fueled, you could take a scenic flight over the park. 

Sightseeing in Bar Harbour

Harborside Hotel, Spa & Marina, Bar Harbor
Day 12, 13

Meredith

244mi / 393km

This morning you will move away from the coast and cross the state border into New Hampshire, with a destination of Meredith. This small town sits in the heart of the Lake Winnipesaukee Region and serves as the gateway to New England’s majestic White Mountains. During your two nights in Meredith, there is so much to see and do. There are family attractions, historic sites, concerts, country fairs, nature tours, and fun festivals that provide enjoyment for all interests and ages. For outdoor enthusiasts, the options are almost endless with choices that include water sports, boat rides, fishing tours, and hiking and biking trails. For avid shoppers and food lovers, the quaint town offers a variety of distinctive shops, antique galleries, and an array of restaurants with unique back-drops from rustic barns, antique homes, renovated mills and not forgetting lakeside and al fresco dining.

Church Landing at Mill Falls, Meredith
Day 14

Salem

111mi / 179km

Today you will make your way back into Massachusetts, to enjoy your final night in the town of Salem. Salem is located on the beautiful Cape Ann, a stretch of land arcing into the Atlantic just north of Boston. During your time in Salem, we recommend visiting the Salem Witch Museum where you can learn about the infamous witch trials of 1692, and the Maritime National Historic site located in Derby Wharf ,which is an easy walk from downtown Salem. For your final evening, Salem is home to many great dining and drinking establishments, one we recommend is the Mercy Tavern (formally known as In a Pigs Eye) a gastropub that offers a great dining experience with live music.

Sightseeing in Salem

Salem Waterfront Hotel, Salem
Day 15

Journey Home

15mi / 24km

This morning you may have time for some last-minute sightseeing or shopping for those all-important souvenirs, before making the short 15 mile journey back to Boston International Airport to return your car and check-in for your flight. 


Get in Touch

Our team of travel professionals focus on providing you with the very best advice when it comes to planning your holiday to the USA and Canada. They have experienced the destinations, hotels, tours and excursions for themselves, so if its expert advice and guidance backed by faultless customer service that you are looking for, you couldn’t’ be in safer hands. We will listen to your wish list of ideas as well as add our own personal recommendations to create a unique itinerary, personalised just for you.

For a quotation based on your preferred travel date and to check availability please contact one of our team of professional consultants who will be happy to assist you.

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